一种新型噁唑烷酮类抗生素的合成

摘要

A novel oxazolidinone antibiotic, disodium [[(3R,3aS)-7-{6-[(S)3-methyl-2-oxazolidino-5-yl]pyridin-3-yl}-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-3-yl]methyl]phpsphate, was synthesized by seven-step reactions from 2,4-dibromopyridine, via acylation by Weinreb amide, Noyori asymmetric transfer hydrogenation, removal of Boc protecting group, cyclization, Suzuki coupling, mono-phosphate esterfication and salification.The structure was confirmed by 1H NMR, 13C NMR and HR-MS(ESI).The overall yield and purity were 7% and 99.7%, respectively.%以2,4-二溴吡啶为原料,经Weinreb酰胺酰化、Noyori不对称氢转移反应、脱Boc保护基、环化、Suzuki偶联、磷酸单酯化及成盐共七步反应制得一种新型噁唑烷酮类抗生素[[(3R,3aS)-7-{6-[(S)3-甲基-2-噁唑烷酮-5-基]吡啶-3-基}-1-氧-1,3,3a,4-四氢苯并[b]噁唑[3,4-d][1,4]噁嗪-3-基]甲基]磷酸单酯二钠盐,其结构经1H NMR, 13C NMR和HR-MS(ESI)确征,总收率7%,纯度99.7%.